Connecticut

$103+ Cheap flights from Oakland, CA (OAK) to Connecticut

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/21. Fares are subject to change and may not be available on all flights or dates of travel.
OAK — BDL
Jul 12 — Jul 191
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Cheap flight deals from Oakland to Connecticut

Cheapest flights from Oakland to Connecticut
Explore the most affordable flight options available from Oakland to Connecticut. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 12, 2026.

This Southwest deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/1610:15 am
OAK
-
LGA
2 stops9h 15m
Southwest
Tue 9/226:55 am
LGA
-
OAK
1 stop10h 00m
Southwest
Deal found 6/8$211
This Southwest deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/1511:10 am
OAK
-
LGA
1 stop8h 20m
Southwest
Tue 9/226:55 am
LGA
-
OAK
1 stop10h 00m
Southwest
Deal found 6/11$220
This Southwest deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/196:40 pm
OAK
-
LGA
1 stop14h 05m
Southwest
Tue 8/256:55 am
LGA
-
OAK
1 stop10h 00m
Southwest
Deal found 6/11$226
This Southwest deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/2011:55 pm
OAK
-
LGA
1 stop9h 55m
Southwest
Tue 10/273:10 pm
LGA
-
OAK
1 stop11h 05m
Southwest
Deal found 6/10$241
This Southwest deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/277:40 pm
OAK
-
LGA
1 stop13h 05m
Southwest
Tue 9/16:55 am
LGA
-
OAK
1 stop10h 00m
Southwest
Deal found 6/11$249
This Southwest deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/175:45 pm
OAK
-
LGA
2 stops15h 00m
Southwest
Wed 9/234:10 pm
LGA
-
OAK
1 stop9h 55m
Southwest
Deal found 6/9$255
This Southwest deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/2511:55 pm
OAK
-
LGA
1 stop8h 05m
Southwest
Wed 9/306:55 am
LGA
-
OAK
1 stop10h 00m
Southwest
Deal found 6/8$267
This Delta deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/175:05 pm
OAK
-
JFK
1 stop10h 14m
Delta
Sat 10/316:30 am
JFK
-
OAK
1 stop8h 55m
Delta
Deal found 6/12$297
This Delta deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/266:00 am
OAK
-
JFK
2 stops11h 25m
Delta
Sat 9/56:00 am
JFK
-
OAK
1 stop8h 48m
Delta
Deal found 6/10$302
This CheapOair deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/256:48 am
OAK
-
JFK
1 stop13h 11m
Alaska Airlines
Fri 10/28:27 pm
JFK
-
OAK
1 stop17h 59m
Alaska Airlines
Deal found 6/10$303
This Delta deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/315:55 am
OAK
-
JFK
2 stops11h 12m
Delta
Wed 11/44:50 pm
JFK
-
OAK
2 stops10h 06m
Delta
Deal found 6/11$307
This Delta deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/266:00 am
OAK
-
JFK
2 stops11h 25m
Delta
Fri 9/46:40 pm
JFK
-
OAK
1 stop8h 16m
Delta
Deal found 6/10$308

Find flight deals from Oakland to Connecticut

Keep the following information in mind while searching for Oakland to Connecticut flight deals. Data was last updated June 12, 2026.

Round-trip from

$211
(Southwest)

One-way from

$103
(Southwest)

Popular in

May

Cheapest in

January

Average price

$526
From Oakland to Connecticut
One-way flight from Oakland to Connecticut
Highest demand for flights based on searches. 10% potential increase in price ($52 potential increase over avg. RT price).
Cheapest flight prices on average. 2% potential price decrease ($11 potential savings vs. average RT price).
Average for round-trip flights in June 2026

Cheapflights Fare Finder

 
Customize your flight search to find flights from Oakland to Connecticut that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated June 12, 2026.
Use the filters below to find and compare flights from Oakland to Connecticut that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

OaklandNew York

OAK - LGA

OAKLGA

Oakland

Wed 10/21

11:05 am-8:50 pm

1 stop6h 45m

New York LaGuardia

Wed 11/4

7:00 am-2:50 pm

1 stop10h 50m

$241

OaklandNew York

OAK - LGA

OAKLGA

Oakland

Sun 8/30

11:55 pm-12:50 pm

1 stop9h 55m

New York LaGuardia

Wed 9/2

3:55 pm-10:30 pm

1 stop9h 35m

$271

OaklandNew York

OAK - LGA

OAKLGA

Oakland

Thu 10/29

8:20 am-9:55 pm

1 stop10h 35m

New York LaGuardia

Tue 11/3

3:15 pm-11:25 pm

1 stop11h 10m

$293

OaklandNew York

OAK - JFK

OAKJFK

Oakland

Tue 11/10

7:42 pm-7:05 am

1 stop8h 23m

New York John F Kennedy Intl

Sat 11/14

10:00 am-4:33 pm

1 stop9h 33m

$309

OaklandNew York

OAK - JFK

OAKJFK

Oakland

Sat 9/5

12:30 pm-11:47 pm

1 stop8h 17m

New York John F Kennedy Intl

Tue 9/8

2:55 pm-11:49 pm

2 stops11h 54m

$348

OaklandNewark

OAK - EWR

OAKEWR

Oakland

Wed 10/28

12:05 pm-5:58 am

1 stop14h 53m

Newark

Tue 11/3

5:41 pm-9:36 am

1 stop18h 55m

$354

OaklandNewark

OAK - EWR

OAKEWR

Oakland

Wed 10/28

6:50 pm-5:58 am

1 stop8h 08m

Newark

Wed 11/4

7:00 am-4:33 pm

1 stop12h 33m

$354

OaklandNew York

OAK - LGA

OAKLGA

Oakland

Thu 11/12

6:05 am-6:55 pm

2 stops9h 50m

New York LaGuardia

Thu 11/19

6:40 am-12:45 pm

1 stop9h 05m

$355

OaklandNew York

OAK - JFK

OAKJFK

Oakland

Tue 7/28

6:00 am-8:35 pm

2 stops11h 35m

New York John F Kennedy Intl

Wed 8/12

11:13 am-4:14 pm

1 stop8h 01m

$357

OaklandNew York

OAK - LGA

OAKLGA

Oakland

Tue 7/21

7:40 pm-11:50 am

1 stop13h 10m

New York LaGuardia

Wed 7/29

12:30 pm-8:25 pm

1 stop10h 55m

$368

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/9

Showing 1-10 of 60 resultsSorted by cheapest first
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Best time to book a flight from Oakland to Connecticut

Have a flexible travel schedule? Discover the best time to fly to Connecticut from Oakland with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Oakland to Connecticut

How much does it cost to fly round-trip from Oakland, California to Connecticut?

Reviews of airlines servicing Connecticut

Get insights into the airlines that provide service to Connecticut. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Connecticut. Reviews last updated June 12, 2026.
Read through reviews of airlines operating flights from Oakland to Connecticut, such as Southwest and Delta. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.

Food

7.0

Boarding

8.1

Entertainment

7.5

Overall

7.9

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

La Tracimeldamarcos,Jun 2026

LAX - SLC

The second flight was not as comfortable as the first as we had to change planes to what seemed to be a slightly older aircraft. The seats weren’t as comfortable as the other plane. But it wasn’t bad.

Food

7.0

Boarding

8.1

Entertainment

7.5

Overall

7.9

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

La Tracimeldamarcos,Jun 2026

LAX - SLC

The second flight was not as comfortable as the first as we had to change planes to what seemed to be a slightly older aircraft. The seats weren’t as comfortable as the other plane. But it wasn’t bad.

Food

7.0

Boarding

8.1

Entertainment

7.5

Overall

7.9

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

La Tracimeldamarcos,Jun 2026

LAX - SLC

The second flight was not as comfortable as the first as we had to change planes to what seemed to be a slightly older aircraft. The seats weren’t as comfortable as the other plane. But it wasn’t bad.

Related info for your journey

Find useful and relevant information for your journey from Oakland to Connecticut. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
  • What airport do you fly from for flights from Oakland to Connecticut?

    For a flight from Oakland to Connecticut, you will be flying from Oakland. Oakland (OAK) is just 7.0 mi from the center of the city.

  • How long is the flight from Oakland, California to Connecticut?

    There are many flights that can get you from Oakland, California to Connecticut in 6h 45m. Fly via Southwest, Alaska Airlines, or Delta to get the fastest option. The distance from Oakland, California to Connecticut is about 2561 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the most popular routes from Oakland, California to Connecticut?

  • Can I find deals for flights from Oakland to Connecticut that include hotel bookings?

    Yes. In addition to deals on Oakland to Connecticut flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Oakland to Connecticut?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Oakland to Connecticut.

  • Can I find deals for business class flights from Oakland to Connecticut?

    Yes. Cheapflights offers flight deals from Oakland to Connecticut by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

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Alternative routes for Oakland to Connecticut

See prices for flight routes from nearby airports that may be better suited for you.

Top 2 airlines flying from Oakland to Connecticut

Discover the top 2 airlines that operate flights from Oakland to Connecticut. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated June 12, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$233Average$378FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$381Average$533FlexibilityNo cancel feeOn-time63%

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